Find Hotels with a Pool in Key West, FL

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Pick from 120 Key West Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort
Outdoor pool

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2194)
"Great place and loved the activities with Kasey she made it soooooo much fun!!! Beautiful location highly recommend "
The price is AED 1,170
AED 1,541 total
includes taxes & fees
19 Dec - 20 Dec
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated
Outdoor pool

24 North Hotel Key West - Newly Renovated

4.0 star property
7.4 out of 10, Good, (1372)
"People"
The price is AED 493
AED 727 total
includes taxes & fees
19 Dec - 20 Dec
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Pool

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1134)
"Friendly Staff! Good food! Room was clean! Rules were minimum. Which is always nice. I’m a critic on vacation. I had a fine experience here. "
The price is AED 841
AED 1,058 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Pool

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1005)
"Our Hotel Room Did Not Have A Desk, Nor Did It Have Very Much Horizontal Surface. I Simply Don't Understand How A Hotel Room Can Go Without A Desk. I Had No Place To Set Up My Laptop Or Write Anything Down. Even Value Priced Hotel Rooms Have A Desk. In My Opinion, It Is A Terrible Idea To Have A Hotel Room Without A Desk. Everything Else Concerning Our Hotel Room Was Just Fine, But Again No Desk! This Really Annoyed Me."
The price is AED 493
AED 729 total
includes taxes & fees
19 Dec - 20 Dec
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
Pool

Parrot Key Hotel & Villas

4.0 star property
8.8 out of 10, Excellent, (1006)
"The location is not great. They have a shuttle, but doesn’t run on the evening late enough for dinner. I believe the last shuttle was around 4:30. "
The price is AED 790
AED 1,064 total
includes taxes & fees
19 Dec - 20 Dec
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"This is our second stay here. We really love the staff, the rooms, and the location. We will be staying here again!"
The price is AED 639
AED 926 total
includes taxes & fees
19 Dec - 20 Dec
Silver Palms Inn
Margaritaville Beach House Key West
Pool

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Pool

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1068)
"I liked breakfast and staff. I didn't like the $25 us tax bill.we did not use any of it except water each day i thought it was a rip off.we drove and paid parking. The posted the charge on my email as a parking charge. I said I thought parking was free and be pointed to the resort fee. I don't think we should pay for something we didn't use H"
The price is AED 621
AED 792 total
includes taxes & fees
19 Dec - 20 Dec
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Outdoor pool

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1005)
"Balcony with room "
The price is AED 584
AED 809 total
includes taxes & fees
19 Dec - 20 Dec
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Pool

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1527)
"Clean, lovely resort! Poor quality bed pillows and extremely high food/drink prices kept this review from being 5 stars."
The price is AED 824
AED 1,122 total
includes taxes & fees
19 Dec - 20 Dec
Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 252 places to stay with pools. While you’re here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort: Hotel steps from Southernmost Point. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Perry Hotel & Marina Key West: Hotel located near Key West Golf Club. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. Ibis Bay Beach Resort: Hotel located near Duval Street. Features a private beach, an outdoor pool, and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Key West Golf Club. Offers 2 restaurants, a pool, and complimentary wired internet access.
How many hotels with pools are there in Key West?
Expedia’s 252 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street while you’re in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.